3-(Cyclohexyloxy)propan-1-ol → HCID 22279671, Verbindung

HRID 1063469Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1063469
[CH:1]1([O:7][CH2:8][CH2:9][CH2:10][OH:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl.CCOCC>[CH:1]1([O:7][CH2:8][CH2:9][CH:10]=[O:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

5

Edukt 2

HCID 100348783-(Cyclohexyloxy)propan-1-olHCID 178418287HCID 178418287, Verbindung

Produkt 1

HCID 22279671HCID 22279671, VerbindungAusbeute 75,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The obtained 3-cyclohexyloxypropan-1-ol (11.5 g, 72.9 mmol) was dissolved in dichloromethane (240 ml), and then molecular sieve 4 Å (58 g) and pyridinium chlorochromate (23.8 g, 0.11 mol) were added thereto in the ice bath followed by stirring under a nitrogen atmosphere for 1 hour and 40 minutes. The reaction solution was diluted with ether, and then the solution was filtered through Celite. The Celite was washed with diethyl ether, and this filtrate was added to the previous filtrate. The total filtrate was evaporated in vacuo, and the residue was purified roughly by chromatography on a silica gel column (elution solvent; n-hexane:ethyl acetate=20:1-10:1) to give a crude 3-cyclohexyloxypropionaldehyde (8.6 g).

Aufarbeitung

  1. filtrationthe solution was filtered through Celite
  2. washThe Celite was washed with diethyl ether
  3. additionthis filtrate was added to the previous filtrate
  4. customThe total filtrate was evaporated in vacuo
  5. customthe residue was purified roughly by chromatography on a silica gel column (elution solvent; n-hexane:ethyl acetate=20:1-10:1)

Quellen und Nachweise

ORD-Eintrag
ord-8dae63e5e5a747458a25a77ee2fd048f
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06964976B2

Notizen zur Reaktion

Wird geladen…